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Development of an Automated Kinetic Profiling System with Online HPLC for Reaction Optimization

The Royal Society of Chemistry Journal

Automated kinetic profiling is a valuable tool for providing insights into key mechanistic features of complex catalytic systems. In an attempt to optimize a palladium-catalyzed Suzuki cross-coupling reaction, automated kinetic profiling was utilized with offline liquid chromatography to monitor reaction progress. Upon uncovering analytical sample instability issues, an online HPLC capability was developed and implemented through integration of a Chemspeed liquid handling robot with an Agilent HPLC to facilitate automated reaction set-up and monitoring. Application of this capability resulted in the observation that precatalyst activation was a key factor influencing the reaction rate. Leveraging this mechanistic insight, a more efficient method to access the active catalyst was developed. This change resulted in a five-fold increase in the reaction rate.

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Development of an Automated Kinetic Profiling System with Online HPLC for Reaction Optimization

Melodie Christensen a,c, Folarin Adedeji a, Shane Grosser a, Kerstin Zawatzky b, Yining Ji a, Jinchu Liu b, Jon A. Jurica a, John R. Naber a, and Jason E. Hein c

a Process Research and Development, Merck & Co., Inc., Rahway, NJ, USA.

b Analytical Research and Development, Merck & Co., Inc., Rahway, NJ, USA

c Department of Chemistry, The University of British Columbia, Vancouver, BC, CA

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The Royal Society of Chemistry Journal, DOI: 10.1039/x0xx00000x

For details please contact [email protected]

May 6, 2019